# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2172750'
loop_
_audit_author_name
_audit_author_address
'Alex Andrews P'
;IISER Thiruvananthapuram
India
;
_audit_update_record             
;
2022-05-14 deposited with the CCDC.	2022-08-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H35 N O'
_chemical_formula_sum            'C30 H35 N O'
_chemical_formula_weight         425.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.4653(8)
_cell_length_b                   17.7458(13)
_cell_length_c                   12.8064(10)
_cell_angle_alpha                90
_cell_angle_beta                 107.437(3)
_cell_angle_gamma                90
_cell_volume                     2485.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4869
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      22.99

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      1.136
_exptl_crystal_density_method    NONE
_exptl_crystal_density_diffrn    1.137
_exptl_crystal_F_000             920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.090
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.045
_exptl_absorpt_coefficient_mu    0.067
_shelx_estimated_absorpt_T_min   0.994
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.994
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker KAPPA APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 0
_diffrn_reflns_number            29393
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.295
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4372
_reflns_number_gt                3016
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP3- 2014.1(Farrugia, 1997) '
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0388P)²+0.8680P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4372
_refine_ls_number_parameters     305
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0721
_refine_ls_R_factor_gt           0.0427
_refine_ls_wR_factor_ref         0.1114
_refine_ls_wR_factor_gt          0.0954
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.47034(15) 0.28598(10) 0.49842(13) 0.0327(4) Uani 1 1 d . . . . .
C2 C 0.39059(15) 0.27498(9) 0.39372(13) 0.0326(4) Uani 1 1 d . . . . .
H2 H 0.407972 0.237137 0.350398 0.039 Uiso 1 1 calc R U . . .
C3 C 0.28674(15) 0.31797(9) 0.35156(13) 0.0309(4) Uani 1 1 d . . . . .
C4 C 0.26145(15) 0.37382(9) 0.41718(13) 0.0342(4) Uani 1 1 d . . . . .
H4 H 0.190367 0.401980 0.390055 0.041 Uiso 1 1 calc R U . . .
C5 C 0.33747(15) 0.38970(9) 0.52173(13) 0.0334(4) Uani 1 1 d . . . . .
C6 C 0.44243(16) 0.34499(10) 0.55966(13) 0.0360(4) Uani 1 1 d . . . . .
C7 C 0.58500(16) 0.23624(10) 0.54264(15) 0.0405(4) Uani 1 1 d . . . . .
C8 C 0.58965(19) 0.17312(12) 0.46278(17) 0.0572(6) Uani 1 1 d . . . . .
H8A H 0.517993 0.142224 0.449965 0.086 Uiso 1 1 calc R U . . .
H8B H 0.661188 0.142883 0.493383 0.086 Uiso 1 1 calc R U . . .
H8C H 0.592678 0.194600 0.394847 0.086 Uiso 1 1 calc R U . . .
C9 C 0.70053(18) 0.28366(13) 0.55785(19) 0.0631(6) Uani 1 1 d . . . . .
H9A H 0.701455 0.324226 0.607687 0.095 Uiso 1 1 calc R U . . .
H9B H 0.771424 0.252607 0.586905 0.095 Uiso 1 1 calc R U . . .
H9C H 0.701125 0.303882 0.488476 0.095 Uiso 1 1 calc R U . . .
C10 C 0.5863(2) 0.19715(13) 0.65046(17) 0.0628(6) Uani 1 1 d . . . . .
H10A H 0.593701 0.234436 0.706397 0.094 Uiso 1 1 calc R U . . .
H10B H 0.654382 0.163121 0.672345 0.094 Uiso 1 1 calc R U . . .
H10C H 0.511605 0.169564 0.639794 0.094 Uiso 1 1 calc R U . . .
C11 C 0.30910(17) 0.45517(10) 0.58893(14) 0.0407(4) Uani 1 1 d . . . . .
C12 C 0.4069(2) 0.51660(12) 0.60488(19) 0.0651(6) Uani 1 1 d . . . . .
H12A H 0.485619 0.495744 0.642136 0.098 Uiso 1 1 calc R U . . .
H12B H 0.389003 0.556912 0.647687 0.098 Uiso 1 1 calc R U . . .
H12C H 0.407235 0.535621 0.534798 0.098 Uiso 1 1 calc R U . . .
C13 C 0.3021(2) 0.42823(13) 0.70061(17) 0.0642(6) Uani 1 1 d . . . . .
H13A H 0.377956 0.404738 0.740000 0.096 Uiso 1 1 calc R U . . .
H13B H 0.287282 0.470546 0.741579 0.096 Uiso 1 1 calc R U . . .
H13C H 0.236701 0.392524 0.690197 0.096 Uiso 1 1 calc R U . . .
C14 C 0.1860(2) 0.49175(14) 0.5311(2) 0.0746(7) Uani 1 1 d . . . . .
H14A H 0.186209 0.509554 0.460394 0.112 Uiso 1 1 calc R U . . .
H14B H 0.121877 0.455326 0.522627 0.112 Uiso 1 1 calc R U . . .
H14C H 0.172458 0.533347 0.574008 0.112 Uiso 1 1 calc R U . . .
C15 C 0.20900(15) 0.30779(9) 0.23314(13) 0.0328(4) Uani 1 1 d . . . . .
H15 H 0.225077 0.256677 0.211958 0.039 Uiso 1 1 calc R U . . .
C16 C 0.24527(15) 0.36118(10) 0.15508(13) 0.0339(4) Uani 1 1 d . . . . .
C17 C 0.22618(18) 0.33960(11) 0.04709(15) 0.0465(5) Uani 1 1 d . . . . .
H17 H 0.191552 0.292810 0.023824 0.056 Uiso 1 1 calc R U . . .
C18 C 0.2575(2) 0.38618(13) -0.02635(16) 0.0554(6) Uani 1 1 d . . . . .
H18 H 0.243349 0.370806 -0.098515 0.067 Uiso 1 1 calc R U . . .
C19 C 0.3095(2) 0.45495(13) 0.00655(17) 0.0553(6) Uani 1 1 d . . . . .
H19 H 0.330916 0.486278 -0.042972 0.066 Uiso 1 1 calc R U . . .
C20 C 0.3298(2) 0.47749(12) 0.11317(17) 0.0601(6) Uani 1 1 d . . . . .
H20 H 0.365413 0.524099 0.136057 0.072 Uiso 1 1 calc R U . . .
C21 C 0.29742(19) 0.43086(11) 0.18646(16) 0.0497(5) Uani 1 1 d . . . . .
H21 H 0.311029 0.446789 0.258317 0.060 Uiso 1 1 calc R U . . .
C22 C 0.07232(15) 0.31158(10) 0.22038(14) 0.0345(4) Uani 1 1 d . . . . .
C23 C 0.00444(16) 0.36913(10) 0.17743(16) 0.0437(5) Uani 1 1 d . . . . .
C24 C -0.0647(2) 0.42538(14) 0.1339(3) 0.0701(7) Uani 1 1 d D . . . .
C25 C 0.01630(16) 0.24371(10) 0.25518(14) 0.0373(4) Uani 1 1 d . . . . .
C26 C -0.04832(18) 0.24631(12) 0.33174(16) 0.0490(5) Uani 1 1 d . . . . .
C27 C -0.0974(2) 0.17913(14) 0.3534(2) 0.0651(6) Uani 1 1 d . . . . .
H27 H -0.140667 0.178222 0.404272 0.078 Uiso 1 1 calc R U . . .
C28 C -0.0835(2) 0.11435(14) 0.3018(2) 0.0681(7) Uani 1 1 d . . . . .
H28 H -0.117817 0.069407 0.315804 0.082 Uiso 1 1 calc R U . . .
C29 C -0.0179(2) 0.11706(12) 0.22872(19) 0.0585(6) Uani 1 1 d . . . . .
H29 H -0.007948 0.072705 0.193679 0.070 Uiso 1 1 calc R U . . .
C30 C -0.0630(2) 0.31701(14) 0.3906(2) 0.0741(7) Uani 1 1 d . . . . .
H30A H -0.131126 0.345339 0.346058 0.111 Uiso 1 1 calc R U . . .
H30B H 0.010058 0.346766 0.404883 0.111 Uiso 1 1 calc R U . . .
H30C H -0.077237 0.304213 0.458589 0.111 Uiso 1 1 calc R U . . .
N1 N 0.03253(14) 0.17978(9) 0.20501(13) 0.0455(4) Uani 1 1 d . . . . .
O1 O 0.52068(15) 0.36185(9) 0.66218(11) 0.0596(4) Uani 1 1 d . . . . .
H24A H -0.081(2) 0.4644(12) 0.1805(18) 0.088(8) Uiso 1 1 d D . . . .
H24B H -0.103(2) 0.4288(15) 0.0565(15) 0.104(10) Uiso 1 1 d D . . . .
H1 H 0.581(4) 0.341(2) 0.679(3) 0.182(19) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.392(2) . ?
C1 C6 1.402(2) . ?
C1 C7 1.543(2) . ?
C2 C3 1.381(2) . ?
C3 C4 1.385(2) . ?
C3 C15 1.522(2) . ?
C4 C5 1.390(2) . ?
C5 C6 1.401(2) . ?
C5 C11 1.537(2) . ?
C6 O1 1.383(2) . ?
C7 C8 1.528(3) . ?
C7 C9 1.532(3) . ?
C7 C10 1.541(3) . ?
C11 C14 1.529(3) . ?
C11 C13 1.533(3) . ?
C11 C12 1.533(3) . ?
C15 C16 1.523(2) . ?
C15 C22 1.528(2) . ?
C16 C21 1.380(2) . ?
C16 C17 1.388(2) . ?
C17 C18 1.378(3) . ?
C18 C19 1.368(3) . ?
C19 C20 1.374(3) . ?
C20 C21 1.383(3) . ?
C22 C23 1.302(2) . ?
C22 C25 1.494(2) . ?
C23 C24 1.292(3) . ?
C25 N1 1.344(2) . ?
C25 C26 1.396(3) . ?
C26 C27 1.381(3) . ?
C26 C30 1.499(3) . ?
C27 C28 1.359(3) . ?
C28 C29 1.366(3) . ?
C29 N1 1.331(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 116.71(15) . . ?
C2 C1 C7 120.98(15) . . ?
C6 C1 C7 122.29(15) . . ?
C3 C2 C1 122.68(16) . . ?
C2 C3 C4 118.09(15) . . ?
C2 C3 C15 120.20(15) . . ?
C4 C3 C15 121.52(15) . . ?
C3 C4 C5 123.00(16) . . ?
C4 C5 C6 116.39(15) . . ?
C4 C5 C11 121.04(15) . . ?
C6 C5 C11 122.52(15) . . ?
O1 C6 C5 116.87(16) . . ?
O1 C6 C1 120.06(16) . . ?
C5 C6 C1 123.06(15) . . ?
C8 C7 C9 106.59(16) . . ?
C8 C7 C10 106.06(16) . . ?
C9 C7 C10 110.95(17) . . ?
C8 C7 C1 111.74(15) . . ?
C9 C7 C1 109.97(15) . . ?
C10 C7 C1 111.38(15) . . ?
C14 C11 C13 106.59(17) . . ?
C14 C11 C12 107.15(18) . . ?
C13 C11 C12 109.76(17) . . ?
C14 C11 C5 111.68(15) . . ?
C13 C11 C5 111.45(15) . . ?
C12 C11 C5 110.06(15) . . ?
C3 C15 C16 112.75(14) . . ?
C3 C15 C22 112.15(13) . . ?
C16 C15 C22 112.06(14) . . ?
C21 C16 C17 117.56(17) . . ?
C21 C16 C15 123.09(15) . . ?
C17 C16 C15 119.34(16) . . ?
C18 C17 C16 121.27(19) . . ?
C19 C18 C17 120.23(19) . . ?
C18 C19 C20 119.63(19) . . ?
C19 C20 C21 120.0(2) . . ?
C16 C21 C20 121.30(18) . . ?
C23 C22 C25 120.15(16) . . ?
C23 C22 C15 122.96(16) . . ?
C25 C22 C15 116.84(14) . . ?
C24 C23 C22 178.9(2) . . ?
N1 C25 C26 122.85(17) . . ?
N1 C25 C22 113.85(15) . . ?
C26 C25 C22 123.30(17) . . ?
C27 C26 C25 116.51(19) . . ?
C27 C26 C30 120.51(19) . . ?
C25 C26 C30 122.97(19) . . ?
C28 C27 C26 121.2(2) . . ?
C27 C28 C29 118.2(2) . . ?
N1 C29 C28 123.5(2) . . ?
C29 N1 C25 117.72(17) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -1.7(2) . . . . ?
C7 C1 C2 C3 179.57(15) . . . . ?
C1 C2 C3 C4 -0.4(2) . . . . ?
C1 C2 C3 C15 174.71(15) . . . . ?
C2 C3 C4 C5 1.9(2) . . . . ?
C15 C3 C4 C5 -173.20(16) . . . . ?
C3 C4 C5 C6 -1.0(2) . . . . ?
C3 C4 C5 C11 176.57(16) . . . . ?
C4 C5 C6 O1 178.02(16) . . . . ?
C11 C5 C6 O1 0.5(2) . . . . ?
C4 C5 C6 C1 -1.4(3) . . . . ?
C11 C5 C6 C1 -178.89(16) . . . . ?
C2 C1 C6 O1 -176.69(16) . . . . ?
C7 C1 C6 O1 2.0(3) . . . . ?
C2 C1 C6 C5 2.7(3) . . . . ?
C7 C1 C6 C5 -178.64(16) . . . . ?
C2 C1 C7 C8 -5.0(2) . . . . ?
C6 C1 C7 C8 176.41(17) . . . . ?
C2 C1 C7 C9 113.18(19) . . . . ?
C6 C1 C7 C9 -65.4(2) . . . . ?
C2 C1 C7 C10 -123.40(18) . . . . ?
C6 C1 C7 C10 58.0(2) . . . . ?
C4 C5 C11 C14 5.6(2) . . . . ?
C6 C5 C11 C14 -176.99(18) . . . . ?
C4 C5 C11 C13 124.70(19) . . . . ?
C6 C5 C11 C13 -57.9(2) . . . . ?
C4 C5 C11 C12 -113.28(19) . . . . ?
C6 C5 C11 C12 64.1(2) . . . . ?
C2 C3 C15 C16 -92.35(18) . . . . ?
C4 C3 C15 C16 82.61(19) . . . . ?
C2 C3 C15 C22 140.02(16) . . . . ?
C4 C3 C15 C22 -45.0(2) . . . . ?
C3 C15 C16 C21 -28.2(2) . . . . ?
C22 C15 C16 C21 99.5(2) . . . . ?
C3 C15 C16 C17 151.52(16) . . . . ?
C22 C15 C16 C17 -80.8(2) . . . . ?
C21 C16 C17 C18 -0.3(3) . . . . ?
C15 C16 C17 C18 179.94(17) . . . . ?
C16 C17 C18 C19 0.5(3) . . . . ?
C17 C18 C19 C20 -0.2(3) . . . . ?
C18 C19 C20 C21 -0.2(3) . . . . ?
C17 C16 C21 C20 -0.2(3) . . . . ?
C15 C16 C21 C20 179.55(18) . . . . ?
C19 C20 C21 C16 0.5(3) . . . . ?
C3 C15 C22 C23 106.47(19) . . . . ?
C16 C15 C22 C23 -21.5(2) . . . . ?
C3 C15 C22 C25 -76.27(18) . . . . ?
C16 C15 C22 C25 155.74(14) . . . . ?
C23 C22 C25 N1 121.06(19) . . . . ?
C15 C22 C25 N1 -56.3(2) . . . . ?
C23 C22 C25 C26 -58.2(3) . . . . ?
C15 C22 C25 C26 124.46(18) . . . . ?
N1 C25 C26 C27 -0.8(3) . . . . ?
C22 C25 C26 C27 178.41(18) . . . . ?
N1 C25 C26 C30 177.88(19) . . . . ?
C22 C25 C26 C30 -2.9(3) . . . . ?
C25 C26 C27 C28 -0.4(3) . . . . ?
C30 C26 C27 C28 -179.1(2) . . . . ?
C26 C27 C28 C29 1.0(4) . . . . ?
C27 C28 C29 N1 -0.4(4) . . . . ?
C28 C29 N1 C25 -0.8(3) . . . . ?
C26 C25 N1 C29 1.4(3) . . . . ?
C22 C25 N1 C29 -177.89(16) . . . . ?

_refine_diff_density_max         0.195
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.032



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2172751'
loop_
_audit_author_name
_audit_author_address
'Alex Andrews P'
;IISER Thiruvananthapuram
India
;
_audit_update_record             
;
2022-05-14 deposited with the CCDC.	2022-08-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H33 N O'
_chemical_formula_sum            'C29 H33 N O'
_chemical_formula_weight         411.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.5519(12)
_cell_length_b                   10.6336(13)
_cell_length_c                   14.3558(18)
_cell_angle_alpha                92.316(4)
_cell_angle_beta                 109.059(4)
_cell_angle_gamma                113.435(4)
_cell_volume                     1239.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6451
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      24.12

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      1.102
_exptl_crystal_density_method    NONE
_exptl_crystal_density_diffrn    1.102
_exptl_crystal_F_000             444
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.048
_exptl_crystal_size_min          0.035
_exptl_absorpt_coefficient_mu    0.066
_shelx_estimated_absorpt_T_min   0.996
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.996
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker KAPPA APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 0
_diffrn_reflns_number            27075
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.129
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_full        24.994
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4369
_reflns_number_gt                3113
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP3- 2014.1(Farrugia, 1997) '
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0645P)²+0.4715P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.022(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4369
_refine_ls_number_parameters     288
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0487
_refine_ls_wR_factor_ref         0.1490
_refine_ls_wR_factor_gt          0.1254
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5244(2) 0.27294(19) 0.45016(14) 0.0442(5) Uani 1 1 d . . . . .
H1 H 0.593079 0.240803 0.427573 0.053 Uiso 1 1 calc R U . . .
C2 C 0.5088(3) 0.3891(2) 0.39314(15) 0.0552(5) Uani 1 1 d . . . . .
H2A H 0.448745 0.428877 0.417359 0.066 Uiso 1 1 calc R U . . .
H2B H 0.617783 0.462766 0.406863 0.066 Uiso 1 1 calc R U . . .
C3 C 0.4241(3) 0.3371(2) 0.28474(16) 0.0543(5) Uani 1 1 d . . . . .
C4 C 0.3510(3) 0.2912(2) 0.19753(16) 0.0539(5) Uani 1 1 d . . . . .
C5 C 0.2573(3) 0.2324(2) 0.09297(15) 0.0499(5) Uani 1 1 d . . . . .
C6 C 0.2624(3) 0.1185(2) 0.04773(19) 0.0708(7) Uani 1 1 d . . . . .
H6 H 0.330398 0.080355 0.084216 0.085 Uiso 1 1 calc R U . . .
C7 C 0.1667(4) 0.0623(3) -0.0511(2) 0.0900(10) Uani 1 1 d . . . . .
H7 H 0.166994 -0.015844 -0.082422 0.108 Uiso 1 1 calc R U . . .
C8 C 0.0711(4) 0.1212(4) -0.1033(2) 0.0918(10) Uani 1 1 d . . . . .
H8 H 0.004931 0.084502 -0.170837 0.110 Uiso 1 1 calc R U . . .
C9 C 0.0739(3) 0.2363(3) -0.05439(17) 0.0757(7) Uani 1 1 d . . . . .
H9 H 0.009456 0.277331 -0.090811 0.091 Uiso 1 1 calc R U . . .
C10 C 0.3595(2) 0.1479(2) 0.42292(13) 0.0433(5) Uani 1 1 d . . . . .
C11 C 0.3437(3) 0.0159(2) 0.39793(16) 0.0580(6) Uani 1 1 d . . . . .
H11 H 0.433850 0.004171 0.395283 0.070 Uiso 1 1 calc R U . . .
C12 C 0.1962(3) -0.0999(2) 0.3766(2) 0.0764(8) Uani 1 1 d . . . . .
H12 H 0.188178 -0.188706 0.360435 0.092 Uiso 1 1 calc R U . . .
C13 C 0.0622(3) -0.0850(3) 0.37914(19) 0.0735(7) Uani 1 1 d . . . . .
H13 H -0.036794 -0.163303 0.365422 0.088 Uiso 1 1 calc R U . . .
C14 C 0.0746(3) 0.0456(3) 0.40194(17) 0.0668(6) Uani 1 1 d . . . . .
H14 H -0.016886 0.056505 0.402818 0.080 Uiso 1 1 calc R U . . .
C15 C 0.2215(3) 0.1613(2) 0.42364(16) 0.0566(5) Uani 1 1 d . . . . .
H15 H 0.228246 0.249813 0.439034 0.068 Uiso 1 1 calc R U . . .
C16 C 0.6157(2) 0.33061(18) 0.56318(13) 0.0399(4) Uani 1 1 d . . . . .
C17 C 0.5470(2) 0.28079(19) 0.63281(14) 0.0423(4) Uani 1 1 d . . . . .
H17 H 0.439471 0.211398 0.609732 0.051 Uiso 1 1 calc R U . . .
C18 C 0.6311(2) 0.32948(19) 0.73575(13) 0.0404(4) Uani 1 1 d . . . . .
C19 C 0.7914(2) 0.43705(18) 0.76820(13) 0.0391(4) Uani 1 1 d . . . . .
C20 C 0.8690(2) 0.48708(18) 0.70014(14) 0.0401(4) Uani 1 1 d . . . . .
C21 C 0.7769(2) 0.43226(19) 0.59882(14) 0.0422(4) Uani 1 1 d . . . . .
H21 H 0.825366 0.465132 0.552712 0.051 Uiso 1 1 calc R U . . .
C22 C 1.0510(2) 0.5947(2) 0.73642(15) 0.0512(5) Uani 1 1 d . . . . .
C23 C 1.1609(3) 0.5346(3) 0.8032(2) 0.0786(8) Uani 1 1 d . . . . .
H23A H 1.273927 0.601806 0.825331 0.118 Uiso 1 1 calc R U . . .
H23B H 1.146062 0.450569 0.765416 0.118 Uiso 1 1 calc R U . . .
H23C H 1.131392 0.513704 0.860458 0.118 Uiso 1 1 calc R U . . .
C24 C 1.0796(3) 0.7319(2) 0.79530(18) 0.0649(6) Uani 1 1 d . . . . .
H24A H 1.058037 0.715226 0.855547 0.097 Uiso 1 1 calc R U . . .
H24B H 1.007144 0.767169 0.754656 0.097 Uiso 1 1 calc R U . . .
H24C H 1.191668 0.799081 0.812598 0.097 Uiso 1 1 calc R U . . .
C25 C 1.1058(3) 0.6316(3) 0.64811(19) 0.0811(8) Uani 1 1 d . . . . .
H25A H 1.218784 0.699575 0.673185 0.122 Uiso 1 1 calc R U . . .
H25B H 1.038584 0.669456 0.605143 0.122 Uiso 1 1 calc R U . . .
H25C H 1.094378 0.548905 0.610652 0.122 Uiso 1 1 calc R U . . .
C26 C 0.5477(2) 0.2626(2) 0.80864(15) 0.0504(5) Uani 1 1 d . . . . .
C27 C 0.3883(4) 0.1316(3) 0.7542(2) 0.0975(10) Uani 1 1 d . . . . .
H27A H 0.310551 0.156165 0.706874 0.146 Uiso 1 1 calc R U . . .
H27B H 0.343949 0.089061 0.802175 0.146 Uiso 1 1 calc R U . . .
H27C H 0.410011 0.066836 0.719252 0.146 Uiso 1 1 calc R U . . .
C28 C 0.6570(4) 0.2132(4) 0.8868(2) 0.1043(11) Uani 1 1 d . . . . .
H28A H 0.598972 0.163920 0.927224 0.156 Uiso 1 1 calc R U . . .
H28B H 0.755786 0.292578 0.929040 0.156 Uiso 1 1 calc R U . . .
H28C H 0.684914 0.152043 0.853275 0.156 Uiso 1 1 calc R U . . .
C29 C 0.5107(4) 0.3632(3) 0.8620(3) 0.0986(10) Uani 1 1 d . . . . .
H29A H 0.439038 0.392034 0.813440 0.148 Uiso 1 1 calc R U . . .
H29B H 0.611381 0.443506 0.900584 0.148 Uiso 1 1 calc R U . . .
H29C H 0.458104 0.318133 0.906029 0.148 Uiso 1 1 calc R U . . .
N1 N 0.1640(2) 0.29221(19) 0.04237(13) 0.0576(5) Uani 1 1 d . . . . .
O1 O 0.88089(17) 0.48986(15) 0.86936(9) 0.0518(4) Uani 1 1 d . . . . .
H1A H 0.855626 0.548679 0.888276 0.078 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C10 1.514(3) . ?
C1 C16 1.529(2) . ?
C1 C2 1.538(3) . ?
C2 C3 1.461(3) . ?
C3 C4 1.184(3) . ?
C4 C5 1.431(3) . ?
C5 N1 1.338(3) . ?
C5 C6 1.377(3) . ?
C6 C7 1.362(4) . ?
C7 C8 1.355(5) . ?
C8 C9 1.372(4) . ?
C9 N1 1.330(3) . ?
C10 C11 1.370(3) . ?
C10 C15 1.384(3) . ?
C11 C12 1.380(3) . ?
C12 C13 1.362(4) . ?
C13 C14 1.363(3) . ?
C14 C15 1.375(3) . ?
C16 C17 1.380(3) . ?
C16 C21 1.385(3) . ?
C17 C18 1.389(2) . ?
C18 C19 1.403(3) . ?
C18 C26 1.546(3) . ?
C19 O1 1.377(2) . ?
C19 C20 1.410(3) . ?
C20 C21 1.385(2) . ?
C20 C22 1.543(3) . ?
C22 C25 1.532(3) . ?
C22 C24 1.532(3) . ?
C22 C23 1.535(3) . ?
C26 C29 1.506(3) . ?
C26 C27 1.522(3) . ?
C26 C28 1.531(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 C1 C16 113.84(15) . . ?
C10 C1 C2 111.59(16) . . ?
C16 C1 C2 110.96(15) . . ?
C3 C2 C1 112.07(17) . . ?
C4 C3 C2 177.6(2) . . ?
C3 C4 C5 177.8(2) . . ?
N1 C5 C6 122.1(2) . . ?
N1 C5 C4 116.91(18) . . ?
C6 C5 C4 121.0(2) . . ?
C7 C6 C5 119.2(3) . . ?
C8 C7 C6 119.4(3) . . ?
C7 C8 C9 118.6(3) . . ?
N1 C9 C8 123.5(3) . . ?
C11 C10 C15 117.76(19) . . ?
C11 C10 C1 120.07(18) . . ?
C15 C10 C1 122.17(17) . . ?
C10 C11 C12 121.0(2) . . ?
C13 C12 C11 120.5(2) . . ?
C12 C13 C14 119.4(2) . . ?
C13 C14 C15 120.4(2) . . ?
C14 C15 C10 121.0(2) . . ?
C17 C16 C21 117.76(17) . . ?
C17 C16 C1 122.73(16) . . ?
C21 C16 C1 119.43(16) . . ?
C16 C17 C18 123.05(17) . . ?
C17 C18 C19 117.20(16) . . ?
C17 C18 C26 119.59(16) . . ?
C19 C18 C26 123.20(16) . . ?
O1 C19 C18 119.89(16) . . ?
O1 C19 C20 118.31(16) . . ?
C18 C19 C20 121.65(16) . . ?
C21 C20 C19 117.33(16) . . ?
C21 C20 C22 120.87(16) . . ?
C19 C20 C22 121.77(16) . . ?
C20 C21 C16 122.85(17) . . ?
C25 C22 C24 106.65(19) . . ?
C25 C22 C23 107.9(2) . . ?
C24 C22 C23 109.49(19) . . ?
C25 C22 C20 111.61(17) . . ?
C24 C22 C20 111.25(17) . . ?
C23 C22 C20 109.82(17) . . ?
C29 C26 C27 108.6(2) . . ?
C29 C26 C28 109.1(2) . . ?
C27 C26 C28 105.0(2) . . ?
C29 C26 C18 111.62(18) . . ?
C27 C26 C18 111.63(18) . . ?
C28 C26 C18 110.67(18) . . ?
C9 N1 C5 117.2(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 C2 C3 -52.8(2) . . . . ?
C16 C1 C2 C3 179.14(17) . . . . ?
N1 C5 C6 C7 -1.6(3) . . . . ?
C4 C5 C6 C7 177.6(2) . . . . ?
C5 C6 C7 C8 1.3(4) . . . . ?
C6 C7 C8 C9 -0.1(4) . . . . ?
C7 C8 C9 N1 -1.1(4) . . . . ?
C16 C1 C10 C11 -101.9(2) . . . . ?
C2 C1 C10 C11 131.5(2) . . . . ?
C16 C1 C10 C15 77.0(2) . . . . ?
C2 C1 C10 C15 -49.5(2) . . . . ?
C15 C10 C11 C12 -1.6(3) . . . . ?
C1 C10 C11 C12 177.5(2) . . . . ?
C10 C11 C12 C13 0.6(4) . . . . ?
C11 C12 C13 C14 0.7(4) . . . . ?
C12 C13 C14 C15 -0.9(4) . . . . ?
C13 C14 C15 C10 0.0(4) . . . . ?
C11 C10 C15 C14 1.3(3) . . . . ?
C1 C10 C15 C14 -177.74(19) . . . . ?
C10 C1 C16 C17 -5.5(3) . . . . ?
C2 C1 C16 C17 121.3(2) . . . . ?
C10 C1 C16 C21 171.23(16) . . . . ?
C2 C1 C16 C21 -61.9(2) . . . . ?
C21 C16 C17 C18 1.0(3) . . . . ?
C1 C16 C17 C18 177.84(17) . . . . ?
C16 C17 C18 C19 1.8(3) . . . . ?
C16 C17 C18 C26 -176.94(17) . . . . ?
C17 C18 C19 O1 179.89(16) . . . . ?
C26 C18 C19 O1 -1.4(3) . . . . ?
C17 C18 C19 C20 -4.5(3) . . . . ?
C26 C18 C19 C20 174.23(17) . . . . ?
O1 C19 C20 C21 179.82(15) . . . . ?
C18 C19 C20 C21 4.2(3) . . . . ?
O1 C19 C20 C22 1.9(3) . . . . ?
C18 C19 C20 C22 -173.75(17) . . . . ?
C19 C20 C21 C16 -1.1(3) . . . . ?
C22 C20 C21 C16 176.83(17) . . . . ?
C17 C16 C21 C20 -1.4(3) . . . . ?
C1 C16 C21 C20 -178.34(16) . . . . ?
C21 C20 C22 C25 2.0(3) . . . . ?
C19 C20 C22 C25 179.8(2) . . . . ?
C21 C20 C22 C24 121.0(2) . . . . ?
C19 C20 C22 C24 -61.2(2) . . . . ?
C21 C20 C22 C23 -117.6(2) . . . . ?
C19 C20 C22 C23 60.2(2) . . . . ?
C17 C18 C26 C29 -112.3(2) . . . . ?
C19 C18 C26 C29 69.0(3) . . . . ?
C17 C18 C26 C27 9.4(3) . . . . ?
C19 C18 C26 C27 -169.3(2) . . . . ?
C17 C18 C26 C28 126.0(2) . . . . ?
C19 C18 C26 C28 -52.7(3) . . . . ?
C8 C9 N1 C5 0.8(3) . . . . ?
C6 C5 N1 C9 0.6(3) . . . . ?
C4 C5 N1 C9 -178.67(19) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1A N1 0.82 2.03 2.840(2) 168.8 2_666 yes

_refine_diff_density_max         0.411
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.036



